Evidence map›Paper›PMID 27554850›Full record

ArticleAngewandte Chemie (International ed. in English)2016

Efficient Pathway for the Preparation of Aryl(isoquinoline)iodonium(III) Salts and Synthesis of Radiofluorinated Isoquinolines.

Zheliang Yuan, Ran Cheng, Pinhong Chen, Guosheng Liu, Steven H Liang

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 16 papers.

0numbers the graph read from it
0cells of the map it votes in
16citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

16 citing papers in PubMed.

  1. Review
  2. Review
  3. Isotopic Radiolabeling of the Antiretroviral Drug [Pharmaceuticals (Basel, Switzerland) · 2022
    Article
  4. Review
  5. The Journal of organic chemistry · 2021
    Article
  6. Bidentate Nitrogen-Ligated I(V) Reagents, Bi(The Journal of organic chemistry · 2021
    Article
  7. Article
  8. Preparation of (Bis)Cationic Nitrogen-Ligated I(III) Reagents: Synthesis of [(pyridine)Organic syntheses; an annual publication of satisfactory methods for the preparation of organic chemicals · 2021
    Article
  9. One-Step, Rapid,Journal of medicinal chemistry · 2020
    Article
  10. Article
  11. Review
  12. Article
  13. Article
  14. Chemistry for Positron Emission Tomography: Recent Advances inAngewandte Chemie (International ed. in English) · 2019
    Review
  15. (Poly)cationic λEuropean journal of organic chemistry · 2018
    Article
  16. Hypervalent aryliodine compounds as precursors for radiofluorination.Journal of labelled compounds & radiopharmaceuticals · 2018
    Review
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

5 authors.

Zheliang Yuan *State Key Laboratory of Organometallic Chemistry , Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences 345 Lingling Road, Shanghai, 200032 (China).
Ran Cheng *School of Pharmaceutical Science and Technology, Tianjin University, Tianjin, 300072, China.
Pinhong ChenState Key Laboratory of Organometallic Chemistry , Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences 345 Lingling Road, Shanghai, 200032 (China).
Guosheng LiuState Key Laboratory of Organometallic Chemistry , Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences 345 Lingling Road, Shanghai, 200032 (China).
Steven H LiangGordon Center for Medical Imaging & Division of Nuclear Medicine and Molecular Imaging, Massachusetts General Hospital and Harvard Medical School, 55 Fruit St., Boston, MA (USA).

Funding

New PET tracers for neuroimaging of FAAH in endocannabinoid signalingK01DA038000 · NIDA · MASSACHUSETTS GENERAL HOSPITAL · PI LIANG, STEVEN H · 2014 to 2018
$927k
NIDA NIH HHS K01 DA038000
6 · The paper itself

Abstract

Iodonium compounds play a pivotal role in (18) F-fluorination of radiopharmaceuticals containing non-activated arenes. However, preparation of these species is limited to oxidation conditions or exchange with organometallics that are prepared from aryl halides. Herein we describe a novel "one-pot" process to assemble aryl(isoquinoline)iodonium salts in 40-94 % yields from mesoionic carbene silver complex and Aryl-I-Py2 (OTf)2 . The method is general, practical, and compatible with well-functionalized molecules as well as useful for the preparation of a wide range of (18) F-labeled isoquinolines resulting in up to 92 % radiochemical conversion. As proof of concept, a fluorinated isoquinoline alkaloid, (18) F-aspergillitine is prepared in 10 % isolated radiochemical yield from the corresponding phenyl(aspergillitine)iodonium salt.

Indexed as

AminationCatalysisChemistry Techniques, SyntheticChromonesFluorine RadioisotopesHalogenationHeterocyclic Compounds, 3-RingIsoquinolinesOnium CompoundsPositron-Emission TomographyRadiopharmaceuticalsSaltsSilveraspergillitineChromonesFluorine RadioisotopesHeterocyclic Compounds, 3-RingIsoquinolinesOnium CompoundsRadiopharmaceuticalsSaltsSilver[18F]isoquinolinescarbene silver complexesdiaryliodonium saltsfluorine-18positron emission tomography

Identifiers

PMID27554850
PMCPMC5175407

What Socratic holds

Textmetadata
LicenceTDM
Read underepoch 390

Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the Socratic graph.